$200 Find Cheap Flights from Hawaii to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Chicago departing on 8/13. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Flight Deals

Cheap Flights from Hawaii to Chicago

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Hawaii to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Hawaii to Chicago

Tue, Sep 1 - Tue, Sep 8
Delta Logo
9:45 pm - 1:30 pm
HNL
-
ORD
10h 45m
1 stop
Delta Logo
7:10 am - 2:01 pm
ORD
-
HNL
11h 51m
1 stop
$424Delta
Sun, Apr 19 - Thu, Apr 23
Delta Logo
9:25 pm - 6:04 pm
LIH
-
ORD
15h 39m
2 stops
Delta Logo
7:15 am - 5:40 pm
ORD
-
LIH
15h 25m
1 stop
$430Delta
Fri, Sep 11 - Fri, Sep 25
American Airlines Logo
1:44 pm - 6:01 am
LIH
-
ORD
11h 17m
1 stop
American Airlines Logo
6:00 am - 12:14 pm
ORD
-
LIH
11h 14m
1 stop
$434American Airlines
Fri, Apr 24 - Tue, Apr 28
American Airlines Logo
2:12 pm - 5:47 am
LIH
-
ORD
10h 35m
1 stop
American Airlines Logo
6:04 am - 3:15 pm
ORD
-
LIH
14h 11m
2 stops
$460American Airlines
Fri, Apr 24 - Tue, Apr 28
Southwest Logo
8:10 pm - 2:45 pm
LIH
-
MDW
13h 35m
2 stops
Southwest Logo
10:00 am - 4:10 pm
MDW
-
LIH
11h 10m
1 stop
$470Southwest
Fri, Apr 24 - Tue, Apr 28
Southwest Logo
8:10 pm - 2:45 pm
LIH
-
MDW
13h 35m
2 stops
Southwest Logo
6:10 am - 4:10 pm
MDW
-
LIH
15h 00m
2 stops
$475Southwest
Thu, Apr 30 - Mon, May 4
Alaska Airlines Logo
12:50 pm - 6:40 am
HNL
-
ORD
12h 50m
1 stop
Alaska Airlines Logo
8:50 am - 5:32 pm
ORD
-
HNL
13h 42m
1 stop
$477Alaska Airlines
Wed, Sep 9 - Wed, Sep 23
Multiple Airlines Logo
6:00 am - 11:57 pm
LIH
-
ORD
12h 57m
2 stops
Multiple Airlines Logo
7:00 am - 5:03 pm
ORD
-
LIH
15h 03m
2 stops
$479Multiple Airlines
Thu, Apr 30 - Mon, May 4
Multiple Airlines Logo
10:51 pm - 1:13 pm
OGG
-
ORD
33h 22m
1 stop
Multiple Airlines Logo
8:50 am - 8:25 pm
ORD
-
OGG
16h 35m
2 stops
$492Multiple Airlines
Tue, May 5 - Wed, Oct 21
Alaska Airlines Logo
1:16 pm - 1:13 pm
KOA
-
ORD
18h 57m
1 stop
Alaska Airlines Logo
8:00 am - 9:05 pm
ORD
-
KOA
18h 05m
1 stop
$584Alaska Airlines
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$200
Best time to beat the crowds with an average 8% drop in price.
Most popular time to fly with an average 19% increase in price.
Flight from Honolulu to Chicago Midway Airport

FAQs for booking flights from Hawaii to Chicago

  • How does KAYAK find such low prices on flights from Hawaii to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Hawaii to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Hawaii to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Hawaii is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Hawaii to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Hawaii with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Hawaii to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Hawaii up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Saint Joseph
Hammond
Portage
Lansing
Valparaiso
Chesterton
Schererville
Munster
Porter
Monticello
Griffith
Saint John

Everything you need to know for your flight to Chicago

Cabin class types available on flights to Hawaii

Cabin classes available on flights to Chicago. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
First Class flights to Chicagofrom $2,717
Business Class flights to Chicagofrom $2,872
Premium Economy Class flights to Chicagofrom $694
Economy Class flights to Chicagofrom $334